UNIVERSITY OF CAMBRIDGE INTERNATIONAL EXAMINATIONS GCE Advanced Subsidiary Level and GCE Advanced Level MARK SCHEME for the October/November 2009 question paper for the guidance of teachers 9701 CHEMISTRY 9701/22 Paper 22 (AS Structured Questions), maximum raw mark 60 This mark scheme is published as an aid to teachers and candidates, to indicate the requirements of the examination. It shows the basis on which Examiners were instructed to award marks. It does not indicate the details of the discussions that took place at an Examiners’ meeting before marking began, which would have considered the acceptability of alternative answers. Mark schemes must be read in conjunction with the question papers and the report on the examination. • CIE will not enter into discussions or correspondence in connection with these mark schemes. CIE is publishing the mark schemes for the October/November 2009 question papers for most IGCSE, GCE Advanced Level and Advanced Subsidiary Level syllabuses and some Ordinary Level syllabuses. www.xtremepapers.net Page 2 1 Mark Scheme: Teachers’ version GCE A/AS LEVEL – October/November 2009 (a) CO2 is simple molecular/simple covalent/has discrete molecules CO2 has induced dipole – induced dipole interactions/ van der Waals’ forces/weak intermolecular forces SiO2 is giant molecular/giant covalent/macromolecular SiO2 has strong covalent bonds Syllabus 9701 Paper 22 (1) (1) (1) (1) [any 3] (b) minimum is 4-valent Si-O and at least one Si-O-Si (1) (1) i.e. O Si O O O Si [2] (c) (i) for an ideal gas, any four from the following the molecules behave as rigid spheres there are no/negligible intermolecular forces between the molecules collisions between the molecules are perfectly elastic the molecules have no/negligible volume the molecules move in random motion the molecules move in straight lines the kinetic energy of the molecules is directly proportional to the temperature the pressure exerted by the gas is due to the collisions between the gas molecules and the walls of the container not an ideal gas obeys pV = nRT (1) (1) (1) (1) (1) (1) (1) (1) (max 4) (ii) there are intermolecular forces between CO2 molecules/ CO2 molecules have volume (1) [5] (d) graphite has delocalised electrons (1) [1] (e) (i) SiO2 + 2C → SiC + CO2 or SiO2 + 3C → SiC + 2CO (1) (ii) diamond because SiC is hard (1) [2] [Total: 13] © UCLES 2009 www.xtremepapers.net Page 3 2 Mark Scheme: Teachers’ version GCE A/AS LEVEL – October/November 2009 Syllabus 9701 Paper 22 (a) (i) formula of chloride oxidation number of element in the chloride NaCl MgCl2 AlCl3 SiCl4 PCl3 SCl2 +1 +2 +3 +4 +3 +2 correct oxidation nos. for NaCl to SCl2 (1) (ii) Na to Al loss of outer/valence electrons to give configuration of Ne/to complete octet Si to S gain or sharing of outer electrons to give configuration of Ar/to complete octet (1) (1) (1) (1) (b) (i) giant lattice (may be in diagram) with strong ionic bonding (1) (1) (ii) ionic (1) (iii) –1 (1) (iv) .. + : Na : .. x [5] – .H correct numbers of electrons correct charges (1) (1) (v) compound MgH2 AlH3 PH3 H2S +2 +3 –3 –2 oxidation number of element in the hydride correct oxidation nos. for MgH2 and AlH3 correct oxidation nos. for PH3 and H2S (1) (1) [8] (c) (i) chloride sodium magnesium aluminium pH 7 6.5–6.9 1–4 (no mark) (1) (1) (ii) NaH + H2O → NaOH + H2 (1) (iii) 10–14 (1) © UCLES 2009 www.xtremepapers.net [4] Page 4 Mark Scheme: Teachers’ version GCE A/AS LEVEL – October/November 2009 (d) (i) covalent Syllabus 9701 Paper 22 (1) (ii) SiCl4 + 4H2O → Si(OH)4 + 4HCl or SiCl4 + 4H2O → SiO2.2H2O + 4HCl or SiCl4 + 2H2O → SiO2 + 4HCl (1) [2] [Total: 19] 3 NaBr + H2SO4 → NaHSO4 + HBr 2NaBr + H2SO4 → Na2SO4 + 2HBr C4H9OH + HBr → C4H9Br + H2O (a) stage I allow stage II 35 (b) n(NaBr) = n(HBr) = n(C4H9OH) = 103 20 = 0.34 (1) (1) [2] (1) = 0.27 74 NaBr/HBr is in an excess – no mark just for this answer (1) [2] (c) method 1, using mass C4H9OH ≡ C4H9Br if yield is 100%, 74 g C4H9OH → 137 g C4H9Br 15.4 g C4H9OH would produce % yield = 22.5 × 100 137 × 15.4 74 = 28.5 g C4H9Br = 78.9 28.5 (1) (1) or methods using moles method 2 n(C4H9OH) = 15.4 = 0.208 74 for 100% yield n(C4H9Br) would be 0.208 × 137 = 28.5g % yield = 22.5 × 100 = 78.9 28.5 (1) (1) method 3 n(C4H9OH) = 15.4 = 0.208 mol 74 for 100% yield n(C4H9Br) would be 0.208 mol actual n(C4H9Br) = % yield = 22.5 137 0.164 × 100 0.208 = 0.164 mol = 78.8 (1) (1) © UCLES 2009 www.xtremepapers.net [2] Page 5 Mark Scheme: Teachers’ version GCE A/AS LEVEL – October/November 2009 Syllabus 9701 (d) inorganic by-product Br2/bromine or sulfur dioxide/SO2 conc. H2SO4 behaves as an oxidising agent Paper 22 (1) (1) organic by-product but-1-ene/CH3CH2CH=CH2 allow butane and C4H9OC4H9 conc. H2SO4 behaves as a dehydrating agent (1) (1) [4] [Total: 10] 4 (a) CH3CH2CH2CH2Br given NaOH(aq) heat under reflux heat under NaOH in ethanol reflux CH3CH2CH2CH2OH CH3CH2CH=CH2 W X K2Cr2O7/H+ heat under reflux conc. KMnO4/H+ heat under reflux CH3CH2CH2CO2H CH3CH2CO2H Y Z (4 × 1) © UCLES 2009 www.xtremepapers.net [4] Page 6 Mark Scheme: Teachers’ version GCE A/AS LEVEL – October/November 2009 (b) (i) X allow ecf on any alkene above (ii) C2H5 C H H C H C2H5 C H Syllabus 9701 Paper 22 (1) H C H allow ecf on any alkene above (1) [2] [Total: 6] 5 (a) 2,4-dinitrophenylhydrazine or aqueous alkaline iodine (1) yellow ppt. (1) [2] (b) colourless gas evolved or Na dissolves C4H9OH + Na → C4H9ONa + ½H2 (1) (1) [2] (c) (i) CH3CH2CH2CH2CH2OH (1) yellow-orange-red ppt. (ii) H H H OH H H C C C C H H H H C H H (iii) OH (1) (d) (i) pentan-2-ol [3] (1) (ii) CH3CH2CH=CHCH3 CH3CH2CH2CH=CH2 product 1 product 2 (1 + 1) © UCLES 2009 www.xtremepapers.net [3] Page 7 Mark Scheme: Teachers’ version GCE A/AS LEVEL – October/November 2009 Syllabus 9701 Paper 22 (e) (i) CH3 H3C C CH2OH CH3 or CH3C(CH3)2CH2OH or CH3C(CH3)2CO2H (1) (ii) CH3 H3C C CO2H CH3 allow ecf on (e)(i) (1) [2] [Total: 12] © UCLES 2009 www.xtremepapers.net